Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/31—Hydrocarbons
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
  • A61K8/585—Organosilicon compounds
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
  • A61K8/89—Polysiloxanes
  • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
  • A61K8/89—Polysiloxanes
  • A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
  • A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
  • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
  • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
  • A61Q1/06—Lipsticks
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
  • A61K2800/30—Characterized by the absence of a particular group of ingredients
  • A61K2800/31—Anhydrous
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
  • A61K2800/59—Mixtures
  • A61K2800/594—Mixtures of polymers

Definitions

• Cosmetic compositions used to make up or enhance the appearance of a user's skin are oftentimes required to be able to impart various properties such as gloss, long wear and transfer resistance.
• various properties such as gloss, long wear and transfer resistance.
• the formulation of cosmetic products that can deliver all these properties at the same time can pose some challenges.
• cosmetic compositions using traditional ingredients known to impart gloss, such as oils have very poor transfer resistance and wear properties.
• film forming resins such as silicone film forming resins are generally employed to improve the transfer resistance and wear of cosmetic compositions. While the use of silicone film forming resins in cosmetics is popular, one drawback associated with their use is that they tend to be brittle and flake off.
• anhydrous glossy composition which is long wearing and transfer resistant, while at the same time providing superior comfort, non-tacky feel and cushioning, the composition containing:
• the above-described glossy cosmetic composition provides superior non-tacky feel, transfer resistance, long wear and comfort when applied onto a keratinous substrate.
• the expression “at least one” means one or more and thus includes individual components as well as mixtures/combinations.
• Film former or “film forming agent” as used herein means a polymer or resin that leaves a film on the substrate to which it is applied, for example, after a solvent accompanying the film former has evaporated, absorbed into and/or dissipated on the substrate.
• Transfer resistance refers to the quality exhibited by compositions that are not readily removed by contact with another material, such as, for example, a glass, an item of clothing or the skin, for example, when eating or drinking. Transfer resistance may be evaluated by any method known in the art for evaluating such. For example, transfer resistance of a composition may be evaluated by a “kiss” test. The “kiss” test may involve application of the composition to human keratin material such as hair, skin or lips followed by rubbing a material, for example, a sheet of paper, against the hair, skin or lips after expiration of a certain amount of time following application, such as 2 minutes after application.
• transfer resistance of a composition may be evaluated by the amount of product transferred from a wearer to any other substrate, such as transfer from the hair, skin or lips of an individual to a collar when putting on clothing after the expiration of a certain amount of time following application of the composition to the hair, skin or lips.
• the amount of composition transferred to the substrate e.g., collar, or paper
• a composition may be transfer resistant if a majority of the product is left on the wearer's hair, skin or lips.
• the amount transferred may be compared with that transferred by other compositions, such as commercially available compositions. In a preferred embodiment of the present invention, little or no composition is transferred to the substrate from the hair, skin or lips.
• Long wear compositions refers to compositions where color remains the same or substantially the same as at the time of application, as viewed by the naked eye, after an extended period of time.
• Long wear properties may be evaluated by any method known in the art for evaluating such properties. For example, long wear may be evaluated by a test involving the application of a composition to human hair, skin or lips and evaluating the color of the composition after an extended period of time. For example, the color of a composition may be evaluated immediately following application to hair, skin or lips and these characteristics may then be re-evaluated and compared after a certain amount of time. Further, these characteristics may be evaluated with respect to other compositions, such as commercially available compositions.
• Tackiness refers to the adhesion between two substances. For example, the more tackiness there is between two substances, the more adhesion there is between the substances. To quantify “tackiness,” it is useful to determine the “work of adhesion” as defined by IUPAC associated with the two substances. Generally speaking, the work of adhesion measures the amount of work necessary to separate two substances. Thus, the greater the work of adhesion associated with two substances, the greater the adhesion there is between the substances, meaning the greater the tackiness is between the two substances.
• Waterproof refers to the ability to repel water and permanence with respect to water. Waterproof properties may be evaluated by any method known in the art for evaluating such properties. For example, a mascara composition may be applied to false eyelashes, which may then be placed in water for a certain amount of time, such as, for example, 20 minutes. Upon expiration of the pre-ascertained amount of time, the false eyelashes may be removed from the water and passed over a material, such as, for example, a sheet of paper. The extent of residue left on the material may then be evaluated and compared with other compositions, such as, for example, commercially available compositions. Similarly, for example, a composition may be applied to skin, and the skin may be submerged in water for a certain amount of time.
• composition remaining on the skin after the pre-ascertained amount of time may then be evaluated and compared.
• a composition may be waterproof if a majority of the product is left on the wearer, e.g., eyelashes, skin, etc. In a preferred embodiment of the present invention, little or no composition is transferred from the wearer.
• “Substituted” as used herein, means comprising at least one substituent.
• substituents include atoms, such as oxygen atoms and nitrogen atoms, as well as functional groups, such as amine groups, ether groups, alkoxy groups, acyloxyalky groups, oxyalkylene groups, polyoxyalkylene groups, carboxylic acid groups, amine groups, acylamino groups, amide groups, halogen containing groups, ester groups, thiol groups, sulphonate groups, thiosulphate groups, siloxane groups, and polysiloxane groups.
• the substituent(s) may be further substituted.
• compositions and methods of the present invention can comprise, consist of, or consist essentially of the essential elements and limitations of the invention described herein, as well as any additional or optional ingredients, components, or limitations described herein or otherwise useful.
• the cosmetic compositions of the present invention further comprise at least one siloxysilicate.
• a siloxysilicate in accordance with the present invention is trimethylsiloxysilicate, which may be represented by the following formula: [(CH 3 ) 3 XSiXO] x X(SiO 4/2 ) y
• x and y may, for example, range from 50 to 80.
• siloxysilicates are commercially available from General Electric and Dow Corning under the tradename Resin MQ®.
• the at least one siloxysilicate is generally present in the cosmetic composition of the present invention in an amount ranging from about 5% to about 30% by weight; such as from about 10% to about 25% by weight; such as from about 15% to about 20% by weight, all weights being based on the weight of the composition as a whole.
• the glossy cosmetic compositions of the present invention also comprise at least one polyorganosiloxane-containing polymer.
• the polyorganosiloxane-containing polymer useful herein is a polymer (homopolymer or copolymer) having at least one moiety which contains: at least one polyorganosiloxane group consisting of 1 to about 1000 organosiloxane units in the chain of the moiety or in the form of a graft, and at least two groups capable of establishing hydrogen interactions.
• the polyorganosiloxane-containing polymers may comprise at least one moiety corresponding to formula (I):
• R 1 , R 2 , R 3 and R 4 which may be identical or different, represent a group chosen from:
• X which may be identical or different, represents a linear or branched C 1 to C 30 alkylenediyl group, possibly containing in its chain one or more oxygen and/or nitrogen atoms;
• Y is a saturated or unsaturated, C 1 to C 50 linear or branched divalent alkylene, arylene, cycloalkylene, alkylarylene or arylalkylene group, optionally comprising one or more oxygen, sulphur and/or nitrogen atoms, and/or optionally substituted with one of the following atoms or groups of atoms: fluorine, hydroxyl, C 3 to C 8 cycloalkyl, C 1 to C 40 alkyl, C 5 to C 10 aryl, phenyl optionally substituted with one to three C 1 to C 3 alkyl, C 1 to C 3 hydroxyalkyl, and C 1 to C 6 aminoalkyl groups;
• G which may be identical or different, represents a group chosen from ester, amide, sulphonamide, carbamate, thiocarbamate, urea, thiourea groups, and combinations thereof;
• m is an integer ranging from 1 to 1,000, preferably from 1 to 700 and more preferably from 6 to 200;
• n is an integer ranging from 2 to 500 and preferably from 2 to 200.
• the polyorganosiloxane-containing polymers may also comprise at least one moiety corresponding to formula (II):
• a copolymer comprising several different moieties of formula (I), and/or several different moieties of formula (II), that is to say a polymer in which at least one of the groups R 1 , R 2 , R 3 , R 4 , X, G, Y, m and n is different in one of the moieties.
• copolymer comprising at least one moiety of formula (I) and at least one moiety of formula (II), the moieties of formula (I) and the moieties of formula (II) possibly being identical to, or different from, each other.
• copolymers may be block copolymers or grafted copolymers.
• Additional polyorganosiloxane-containing polymers which may be used in the composition of the invention include those described in documents U.S. Pat. Nos. 5,874,069, 5,919,441, 6,051,216, and 5,981,680, the entire contents of which are hereby incorporated by reference.
• a preferred polyorganosiloxane-containing polymer for use in the present invention will have at least one moiety chosen from formula (III):
• R 1 , R 2 , R 3 and R 4 are the same or different and may be selected from the group consisting of methyl, ethyl, propyl, isopropyl, a siloxane chain, and phenyl;
• X is a linear or branched chain alkylene having 1-30 carbons
• Y is selected from the group consisting of linear or branched chain alkylenes having 1-40 carbons;
• (d) m is a number between 1 and 700;
• n is a number between 1 and 500.
• Particularly preferred polyorganosiloxane-containing polymers useful herein are commercially available from Dow Corning under the tradenames DC 8178® and DC 8179®, which are known under the INCI denomination of Nylon-611/Dimethicone Copolymer.
• the at least one polyorganosiloxane-containing polymer is generally present in the cosmetic composition of the present invention in an amount ranging from about 5% to about 40% by weight; such as from about 10% to about 35% by weight; such as from about 15% to about 30% by weight, all weights being based on the weight of the composition as a whole.
• the ratio by weight of the at least one polyorganosiloxane-containing polymer to the at least one siloxysilicate is greater than or equal to 1.0, such as from about 1.5:1.0, from about 2.0:1.0, from about 2.5:1, and from about 3.0:1.0.
• composition of the invention also contains at least one volatile solvent.
• volatile solvent means any non-aqueous medium capable of evaporating on contact with the skin or the lips in less than one hour at room temperature and atmospheric pressure.
• suitable volatile solvents include volatile hydrocarbon-based oils such as, for example, volatile hydrocarbon oils having from 8 to 16 carbon atoms and their mixtures and in particular branched C 8 to C 16 alkanes such as C 8 to C 16 isoalkanes (also known as isoparaffins), isododecane, isodecane, isohexadecane, and for example, the oils sold under the trade names of Isopar or Permethyl, the C 8 to C 16 branched esters such as isohexyl or isodecyl neopentanoate, alcohols, and their mixtures.
• the volatile hydrocarbon-based oils have a flash point of at least 40° C.
• volatile hydrocarbon-based oils examples include, but are not limited to those given in Table 1 below.
• the volatile solvent may also be chosen from volatile silicone oils, which may be linear or cyclic, having a viscosity, at room temperature, of less than or equal to 6 cSt, and having from 2 to 7 silicon atoms, optionally substituted with alkyl or alkoxy groups of 1 to 10 carbon atoms.
• suitable volatile silicone oils include, but are not limited to, those listed in Table 2 below.
• the at least one volatile solvent is generally present in the cosmetic composition of the present invention in an amount ranging from about 5% to about 50% by weight; such as from about 10% to about 35% by weight; such as from about 15% to about 25% by weight, all weights being based on the weight of the composition as a whole.
• the non-volatile solvent having more than one phenyl group is preferably a non-volatile silicone having more than one phenyl group, such a non-volatile silicone having two phenyl groups, a non-volatile silicone having three phenyl groups, a non-volatile silicone having four phenyl groups, a non-volatile silicone having five phenyl groups, and the like.
• a particularly preferred non-volatile silicone having more than one phenyl group is pentaphenyldimethicone, also known as trimethyl pentaphenyl trisiloxane, commercially available from Dow Corning under the tradename DC555®.
• phenyl trimethicone compounds and polyphenyl trimethicone compounds having molecular weights of at least 3000 Da and/or viscosities of at least 100 cSt such as phenyl trimethicone which is commercially available from Evonik Goldschmidt under the tradenames ABIL AV 350 (300 ⁇ 30 cSt) and ABIL AV 1000 (925-1075 cSt) and also commercially available from Dow Corning under the tradename of DOW CORNING DC1-0648 (at least 5000 cSt), trimethylsiloxyphenyl dimethicone which is commercially available from Wacker under the tradename WACKER-BELSIL PDM 1000 (925-1075 cSt), and diphenylsiloxy phenyl trimethicone which is commercially available from Facconier.
• ABIL AV 350 300 ⁇ 30 cSt
• ABIL AV 1000 925-1075 cSt
• DOW CORNING DC1-0648
• the at least one non-volatile solvent is generally present in the cosmetic composition of the present invention in an amount ranging from about 5% to about 50% by weight; such as from about 10% to about 40% by weight; such as from about 15% to about 30% by weight, all weights being based on the weight of the composition as a whole.
• the cosmetic compositions of the present invention may also contain at least one cosmetically acceptable colorant such as a pigment or dyestuff.
• a cosmetically acceptable colorant such as a pigment or dyestuff.
• suitable pigments include, but are not limited to, inorganic pigments, organic pigments, lakes, pearlescent pigments, iridescent or optically variable pigments, and mixtures thereof.
• a pigment should be understood to mean inorganic or organic, white or colored particles.
• Said pigments may optionally be surface-treated within the scope of the present invention but are not limited to treatments such as silicones, perfluorinated compounds, lecithin, and amino acids.
• inorganic pigments useful in the present invention include those selected from the group consisting of rutile or anatase titanium dioxide, coded in the Color Index under the reference CI 77,891; black, yellow, red and brown iron oxides, coded under references CI 77,499, 77, 492 and, 77,491; manganese violet (CI 77,742); ultramarine blue (CI 77,007); chromium oxide (CI 77,288); chromium hydrate (CI 77,289); and ferric blue (CI 77,510) and mixtures thereof.
• organic pigments and lakes useful in the present invention include, but are not limited to, D&C Red No. 19 (CI 45,170), D&C Red No. 9 (CI 15,585), D&C Red No. 21 (CI 45,380), D&C Orange No. 4 (CI 15,510), D&C Orange No. 5 (CI 45,370), D&C Red No. 27 (CI 45,410), D&C Red No. 13 (CI 15,630), D&C Red No. 7 (CI 15,850), D&C Red No. 6 (CI 15,850), D&C Yellow No. 5 (CI 19,140), D&C Red No. 36 (CI 12,085), D&C Orange No. 10 (CI 45,425), D&C Yellow No. 6 (CI 15,985), D&C Red No. 30 (CI 73,360), D&C Red No. 3 (CI 45,430) and the dye or lakes based on cochineal carmine (CI 75,570) and mixtures thereof.
• D&C Red No. 19 CI 45,170
• pearlescent pigments useful in the present invention include those selected from the group consisting of the white pearlescent pigments such as mica coated with titanium oxide, mica coated with titanium dioxide, bismuth oxychloride, titanium oxychloride, colored pearlescent pigments such as titanium mica with iron oxides, titanium mica with ferric blue, chromium oxide and the like, titanium mica with an organic pigment of the above-mentioned type as well as those based on bismuth oxychloride and mixtures thereof.
• white pearlescent pigments such as mica coated with titanium oxide, mica coated with titanium dioxide, bismuth oxychloride, titanium oxychloride, colored pearlescent pigments such as titanium mica with iron oxides, titanium mica with ferric blue, chromium oxide and the like, titanium mica with an organic pigment of the above-mentioned type as well as those based on bismuth oxychloride and mixtures thereof.
• compositions of the present invention will depend on the color, intensity and use of the cosmetic composition and, as a result, will be determined by those skilled in the art of cosmetic formulation.
• one preferred amount of colorant for use in the present invention is from about 0.5% to about 7.5%, based on the weight of the composition.
• compositions of the present invention may further comprise at least one cosmetically or dermatologically acceptable additive such as a thickener, a film former, a plasticizer, an antioxidant, an essential oil, a preserving agent, a fragrance, a filler, a pasty fatty substance, a waxy fatty substance, a neutralizing agent, and a polymer, and cosmetically active agents and/or dermatological active agents such as, for example, emollients, moisturizers, vitamins, essential fatty acids and medicaments.
• a cosmetically or dermatologically acceptable additive such as a thickener, a film former, a plasticizer, an antioxidant, an essential oil, a preserving agent, a fragrance, a filler, a pasty fatty substance, a waxy fatty substance, a neutralizing agent, and a polymer
• cosmetically active agents and/or dermatological active agents such as, for example, emollients, moisturizers, vitamins, essential fatty acids and medicaments.
• Fillers that may be used in the compositions of the invention include, for example, silica powder; talc; polyamide particles and especially those sold under the name Orgasol by the company Atochem; polyethylene powders; microspheres based on acrylic copolymers, such as those based on ethylene glycol dimethacrylate/lauryl methacrylate copolymer sold by the company Dow Corning under the name Polytrap; expanded powders such as hollow microspheres and especially the microspheres sold under the name Expancel by the company Kemanord Plast or under the name Micropearl F 80 ED by the company Matsumoto; powders of natural organic materials such as crosslinked or noncrosslinked corn starch, wheat starch or rice starch, such as the powders of starch crosslinked with octenyl succinate anhydride, sold under the name Dry-Flo by the company National. Starch; silicone resin microbeads such as those sold under the name Tospearl by the company Toshiba Silicone; clays (bentone, lap
• the fillers may be present in the composition of the invention in an amount ranging from about 0.1% to about 50% by weight, such as from 0.5% to about 30% by weight, and such as from about 1% to about 20% by weight, all weights based on the weight of the composition as a whole.
• compositions having improved cosmetic properties such as, for example, improved waterproof characteristics, improved feel upon application (for example, texture, reduced drag or tackiness), increased anti-smudging properties, and shine/color characteristics are also provided.
• methods of improving the anti-smudging, waterproof, glossiness, transfer-resistance and/or long wear properties of a composition comprising adding to the composition, at least one siloxysilicate resin, at least one polyorganosiloxane-containing polymer wherein the ratio by weight of the polyorganosiloxane-containing polymer to the weight of the siloxysilicate resin is greater than or equal to 1, at least one volatile solvent and at least one non-volatile solvent such as DC555® are provided.
• a lip composition in accordance with the present invention was formulated.
• the ingredients employed are found in Table 1, below.
• compositions above were tested for transfer-resistance according to the “kiss test” as described above. They were also tested for wear using a test involving the following steps:
• the degree of wear was evaluated by noting how much of the film was removed.

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Citations (9)

• 2010
  • 2010-12-30 US US12/981,882 patent/US8945525B2/en active Active
• 2011
  • 2011-12-23 ES ES11808870T patent/ES2714733T3/es active Active
  • 2011-12-23 EP EP11808870.7A patent/EP2729218B1/de not_active Not-in-force
  • 2011-12-23 WO PCT/EP2011/074019 patent/WO2012089693A2/en active Application Filing

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